Bromide ion → 1-bromo-2,5,8-tetradecatriyne

HRID 1635784Notes

Reaction equation

HRID 1635784 reaction equation
[Br-:1].P(Br)(Br)Br.[CH2:6](O)[C:7]#[C:8][CH2:9][C:10]#[C:11][CH2:12][C:13]#[C:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>C(OCC)C>[Br:1][CH2:6][C:7]#[C:8][CH2:9][C:10]#[C:11][CH2:12][C:13]#[C:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 259Bromide ionHCID 24614Phosphorus tribromideHCID 11041829HCID 11041829, compound

Product 1

HCID 108799781-bromo-2,5,8-tetradecatriyne

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The alcohol obtained in (a) was directly converted to the corresponding bromide by adding 2 cm3 of phosphorus tribromide (0.0216 mole) to this alcohol diluted in 50 cm3 of ethyl ether. This stirred mixture under an inert atmosphere and protected from light was heated to the boiling temperature of the solvent for 2 hours and then washed at room temperature using a saturated aqueous solution of ammonium chloride.

Workup

  1. temperaturewas heated to the boiling temperature of the solvent for 2 hours
  2. washwashed at room temperature

Sources & evidence

ORD record
ord-300b8c9fc06f4ad9b00a368fb67f0cc3
Source dataset
uspto-grants-2003_01
Patent number
US06511670B1

Reaction notes

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